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Ashlee Simpson bundled up in an olive fur-trim Sandro coat and leopard Golden Goose sneakers ($560) while walking hand in hand with her son, Bronx, in NYC. Ashlee's textured topper and peppered Neff beanie ($17) kept her warm, while her plum ankle-zip denim added a pop of color to her Fall-friendly look. Classic Ray-Ban wayfarers ($150), an Anita Ko rose gold arrow necklace, and a black fur shoulder bag completed her street-chic style. Take a lesson from Ashlee and style her exact kicks with a fur-trim coat, purple skinny jeans, and a celeb-approved topper for a day of errands.

Taylor Swift was spotted out and about in Sydney looking quintessentially preppy, only this time she added a sporty twist. The singer wore this black-and-white-striped Theory sweater ($255) with cropped Hudson jeans and red Keds sneakers ($35). She then added black Ray-Ban Wayfarers and the brown leather Beara Beara messenger she's been carrying around lately. Score Taylor's exact sweater and shoes now to rock a preppy-meets-sporty vibe this weekend. Then pair the sweater with wide-legged black trousers for a work-appropriate look during the week.

While grabbing lunch with her husband Jim Toth in LA, Reese Witherspoon debuted her new Fall statement bag: this 3.1 Phillip Lim Pashli bag in aubergine ($895). She also showed off new teal snakeskin pumps, which coordinated perfectly with her purse. The rest of her look — white button-down topped with a black sweater and black cropped pants — was classic, while her Ray-Ban Wayfarers ($150) kept things cool. Score Reese's exact bag now — not only is it the hottest hue right now, but it's also one of the hottest new bags.

Diane Kruger did some shopping at The Grove in LA in her signature fisherman cap, which she spiced up via red Ray-Ban Wayfarers ($159) and a bright orange Prada bag. A basic black tee, Citizens of Humanity straight leg jeans ($229), and a similar version of these Christian Louboutin buckled cap-toe boots ($1,795) completed her daytime style. Allow Diane to inspire you to excite up your Fall wardrobe via punchy accessories, then see what our friends at FabSugar thought of her outfit.

Alessandra Ambrosio kept the sporty trend going strong while strutting her svelte stuff in LA. The model paired printed skinny jeans by Siwy ($185) with a white tank and matching white Isabel Marant sneakers ($665). Ray-Ban aviators, a gold watch, a white beaded bracelet, and a delicate silver necklace served as cool accessories. She then added even more luxe via her gray crocodile Givenchy bag ($1,729). If it's too cold to wear a tank where you live, just throw on a cozy sweater and coat to top Alessandra's sporty chic.

One of the best things about Fall is bundling up in cozy knits, plush furs, and killer boots, which is why we are totally smitten with Mena Suvari's layered NYC look. The starlet started with a black-and-white plaid button-down, black distressed TEXTILE by Elizabeth and James skinny jeans ($198), and textured ankle boots, then layered a fur-trim anorak for extra warmth. Ray-Ban Wayfarer shades, a black leather tote, and gunmetal hoops completed her cozy-cool look. Re-create Mena's style with her exact denim, a fur anorak, plaid shirt, and black ankle boots for a fashionable Fall.

Reese Witherspoon mixed high with low when she paired these 3.1 Phillip Lim colorblock pumps ($450) with a black tweed Zara blazer — which unfortunately is no longer available — while shopping in Beverly Hills. Her two-tone d'Orsay pumps added major flair to her daytime look, which also included a collarless white button-down and black denim. Reese then completed her outfit with her favorite Ray-Ban Wayfarers ($150), a black leather tote, and dazzling diamond studs. Score her exact pumps and shades to work with a black-on-black look for a day of shopping or glam them up with this flirty black ASOS mini ($44) for a night of dancing.

Kate Hudson and her two sons made their arrival in LA with mama Kate looking part bohemian, part sassy in a printed peasant top, rolled-up skinny jeans, her signature Ray-Ban Aviators, and red pointy pumps. In her hand, she carried a gray scarf and a pair of fringe boots. We love that Kate balanced her loose-fitting top with fitted jeans, then turned up the sexy factor with her red-hot shoes. Re-create Kate's travel look for a casual night out by pairing your printed peasant top with skinny jeans and some killer red pumps. Shop similar pieces below to get started.